Tax guide6 min read · Updated October 8, 2026
Estimated taxes are how you pay income tax on money that has no withholding, such as freelance pay, rental income or investment gains. You send in payments during the year instead of one bill at filing time.
By Amara Taylor
| Payment | Due date for tax year 2026 |
|---|---|
| 1st | April 15, 2026 |
| 2nd | June 15, 2026 |
| 3rd | September 15, 2026 |
| 4th | January 15, 2027 |
These dates come from the 2026 Form 1040-ES. The IRS notes that if a due date falls on a weekend or legal holiday, the payment is due the next business day. The January payment is not required if you file your 2026 return by February 1, 2027 and pay the full balance with it. Dates for 2027 will be on the 2027 Form 1040-ES.
Quick answer: You generally must pay estimated tax if you expect to owe $1,000 or more when you file, after subtracting withholding and refundable credits. Sole proprietors, partners and S corporation shareholders are typical cases. You avoid the underpayment penalty by paying at least 90% of this year’s tax or 100% of last year’s, whichever is smaller.
The IRS says individuals, including sole proprietors, partners and S corporation shareholders, generally must make estimated payments if they expect to owe $1,000 or more with their return. Freelancers and contractors fall into this group because nobody withholds tax from their client payments. So does anyone with large untaxed income, such as interest, dividends or capital gains, that withholding does not cover.
You do not need to pay if you had no tax liability last year, were a U.S. citizen or resident for the whole year and your prior tax year covered 12 months.
You avoid the underpayment penalty if your payments and withholding add up to the smaller of two amounts.
For example, if last year’s return showed $9,000 of tax and your income was under the $150,000 line, paying $9,000 across the year, such as four payments of $2,250, meets the second test. You may still owe more when you file, but the penalty is the part you avoid.
You do not have to pay in four equal chunks. You can pay weekly, biweekly or monthly, as long as enough has been paid by the end of each quarter.
Pay online at IRS.gov/payments or through your IRS online account, by phone or in the IRS app, or mail a check with a Form 1040-ES voucher. Self-employed people also owe self-employment tax, and the same payments cover both it and income tax.
The penalty is figured on Form 2210. The IRS can waive it for a casualty, disaster or other unusual circumstance, or if you retired after age 62 or became disabled and the shortfall was due to reasonable cause.
The 1099 tax calculator estimates income tax plus self-employment tax and divides it into four payments.
Open the 1099 tax calculatorThis guide is general information, not tax advice. Sources: IRS estimated taxes, IRS Form 1040-ES (2026), IRS Topic 306, Penalty for underpayment of estimated tax. Dates and thresholds last checked October 8, 2026. See our editorial standards.
Last updated: October 8, 2026 · Written by Amara Taylor, Content Lead, Anchor AI Tools.
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